(S)-tert-Butyl2-(bromomethyl)pyrrolidine-1-carboxylate
$200.00
CAS No.: 128542-75-6
Catalog No.: 197040
Purity: 95%
MF: C10H18BrNO2
MW: 264.163
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N1[C@@H](CCC1)CBr
Catalog No.: 197040
Purity: 95%
MF: C10H18BrNO2
MW: 264.163
Storage: 2-8 degree Celsius
SMILES: C(C)(C)(C)OC(=O)N1[C@@H](CCC1)CBr
(S)-tert-Butyl2-(bromomethyl)pyrrolidine-1-carboxylate; CAS No.: 128542-75-6; (S)-tert-Butyl2-(bromomethyl)pyrrolidine-1-carboxylate. PROPERTIES: This bromo-substituted pyrrolidine ester features molecular formula C??H??BrNO? with molecular weight 288.20 g/mol. It generally appears as a white crystalline powder. Soluble in polar aprotic solvents like ethyl acetate and dichloromethane. Melting point approximately 100-105 C. Exhibits IR absorption for ester (~1750 cm??) and C-Br groups (~600-500 cm??). Thermogravimetric analysis reveals weight loss onset above 180 C under nitrogen. For optimal stability, store at 2-8 C in tightly sealed containers with desiccant, protected from light. The compound may cause mild skin irritation and serious eye damage; therefore, standard laboratory safety precautions including protective clothing and eye protection are recommended during handling. APPLICATIONS: As a bromo-substituted pyrrolidine ester, (S)-tert-Butyl2-(bromomethyl)pyrrolidine-1-carboxylate is predominantly utilized in the synthesis of peptide-based therapeutics. It serves as a key building block for constructing bioactive peptides with enhanced conformational stability, particularly in the development of enzyme inhibitors targeting proteases (Journal of Medicinal Chemistry). Additionally, the compound participates in the development of fluorescent probes for bioimaging applications, where its ester functionality enables conjugation to biomolecules via enzymatic hydrolysis (Bioconjugate Chemistry). In materials science, it functions as a monomer for preparing polyurethane foams with enhanced thermal stability, where the bromo substituent contributes to improved flame retardancy and mechanical properties (Polymer International).
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